Sicily Signature

7 days from $4,039 per person*
  • Private guided tour to the ruins in Segesta and Trapani's salt pans.
  • Explore Mount Etna with private guide, and delight in a Sicilian winery tour.
  • Discover Taormina, famous for its Greek-Roman amphitheater.
  • Tour the Valley of the Temples in Agrigento with private guide.
  • Featuring expertly selected hotels.
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Discover the real Sicily through its glorious architecture, fairly-tale villages and sumptuous authentic cuisine. The island’s most memorable sights come to life on this enchanting journey through Italian paradise.

From the lava-filled volcano of Mount Etna to the charismatic street markets of Palermo, Sicily often feels a world away from the rest of Europe. Only here can you commune with the culture of Hellenic antiquity, behold the grandeur of the Middle Ages and marvel at the wonders of the Renaissance, all forged by a dozen civilizations. Sicily has more impressive monuments than most countries have, and visiting this storied island is like visiting over a dozen nations in one.

Stroll endless stretches of beautiful beaches and journey through the past as you explore wondrous Greek ruins. Watch the Trapani salt pans change color as the sun sinks below the horizon, and visit chic resort towns spectacularly perched on the mountainside. Life is good in Sicily – come see it for yourself.

Enjoy a personalized vacation that best suits your needs, developed by one of our experienced destination experts. Relax during your trip with our 24/7 support and expert local guidance. ... Show More »

Day
Activities Hotel & Meals
Hotel & Meals
  • Day 1 Palermo
    Palermo
    • Private Transfer - Airport with Meet & Greet - Vehicle/Driver-Assistant
    • Italy - Welcome Package
    • Self-Guided - Historic Palermo
  • Day 2 Palermo to Agrigento
    Palermo to Agrigento
    • Private Transfer - Palermo - Agrigento [via Segesta, Erice & Salt Pans (with Wine & Sweets Tastings, 8 hrs)] - Vehicle/Driver/Local Guide
  • Day 3 Agrigento
    Agrigento
    • Private Tour - 1/2 Day Valley of the Temples & Kolymbetra Gardens (3 hrs) - Vehicle/Guide/Driver
  • Day 4 Agrigento to Taormina
    Agrigento to Taormina
    • Private Transfer - Agrigento - Taormina [with Villa Romana del Casale and Enna Tour (9 hrs)] - Vehicle/Local Guide/Driver
  • Day 5 Taormina
    Taormina
    • Private Tour - 1/2 Day Walking Tour with Teatro Antico (4 hrs) - Guide
  • Day 6 Taormina
    Taormina
    • Private Tour - Mount Etna & Sicilian Winery Tour (with Lunch, 7.5 hrs) - Vehicle/Driver-Guide
  • Day 7 Taormina
    Taormina
    • Private Transfer - Taormina - Catania [Airport, 45 min] - Vehicle/Driver
We can customize this private tour just for you. Any element can be tailored – activities, length, hotels and destinations.
Call us at 1 888 903-2001 or request a quote.
Kensington Advantage
Personalized itinerary with private guide & driver. Award winning value.
  • Personalized itinerary that fits like a glove
  • Full attention of your own private guide & driver
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  • 30,000 delighted clients

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Day 1: Palermo

Meet your private English-speaking assistant outside of airport customs in the baggage claim area, where they will be holding a sign with your name on it. When you're ready to depart, they will bring you to your private vehicle and transfer you to your hotel.

A welcome package with a city map, train tickets (if relevant), and any other touristic information that we deem you may find useful, will be provided to you on your first day in destination.

Explore Palermo at your leisure. Palermo is full of worthy sites and monuments, and in the historic district it can seem as though they are all competing for your attention. Of all the things to see in Palermo, few showcase as completely the differing influences that have swept through the city as the 12th century Palermo Cathedral, which houses a pantheon of royal tombs. Restored and shining, the Teatro Massimo, the largest theater in Italy, is also one of the premier Palermo sights. Blending flea market, kasbah, souk, and haggler’s heaven, the markets in Palermo vibrate with energy. The street foods are one attraction, and the goods quite another. See them at the Vucciria, Borgo Vecchio, Capo, Ballaro, or Piazza Perani. The museum and gallery of Islamic art, Zisa, was built in the 12th century, and was the hunting lodge of the Norman Kings. The interior highlights the architectural influences of the Moorish tribes who had only recently been conquered. One of the most memorable Palermo sights is underground, where more than 8,000 corpses have been mummified and put on display in the Catacombs of the Capuchins, a monastic order whose ossuary is under the Santa Maria della Concezione. Whatever your interest, Palermo has much to offer.

Accommodation: Grand Hotel Piazza Borsa

Once a convent and church, the Grand Hotel Piazza Borsa is located in the heart of Palermo, Sicily. The middle of the hotel features the Old Cloister, a sitting area with a fountain as its focus, where guests can enjoy the lovely atmosphere. Each guest room has its own separate design and personality, but all aim to provide maximum comfort, from the most exclusive suite to the snuggest single room. Two bars and a restaurant provide guests with delicious food and drinks and the wellness & fitness center keeps guests moving, while relaxed in the at relaxed at the same time.

Sicily Signature  Tours 2019 - 2020 -  Palermo Cathedral
Palermo Cathedral
Sicily Signature  Tours 2019 - 2020 -  Palermo
Palermo

Day 2: Palermo - Agrigento

Meet your private driver for a transfer to Agrigento today. En route, you'll make a number of stops, beginning with the historic city of Segesta, where a private guide will meet you and lead you on a visit of the Greek Theater and Doric Temple ruins. The stone-built theater dating back to the 3rd century BC is rewarded with a location on the summit of Monte Barbaro, offering a stunning view out over rural green pastures and adjacent mountains. Discover the 5th century BC Temple of Segesta, considered one of the best preserved in the world, which is said to have been abandoned before it was ever completed. Afterward, head to Erice, a wonderful and mysterious medieval town made famous in ancient times as the supposed birthplace of Venus. Walk through the cobblestone streets of the town, smelling a variety of aromas emanating from the numerous pastry shops for which Erice is famous. You'll visit the ruins of the town's hilltop Norman Castle, a 12th century construct dedicated to Venus, and the 14th century Duomo, sporting a 90-foot bell tower. Make a stop at the world famous Pastry shop by Maria Grammatico to taste almond sweets, genovesi and nougat matched with Marsala wine. Leaving your guide behind, rejoin your driver and drive the historic Salt Road, with its numerous salt pans and Dutch-style windmills, concluding your day on arrival to Agrigento.

Accommodation: Baglio della Luna

Baglio della Luna is a boutique hotel overlooking the ancient Valley of the Temples, located just a few minutes from the city center of Agrigento. A mix of classic Sicilian style and modern amenities grace the 23 rooms and suites housed within this restored 13th century building, anchored to an ancient watchtower. Relax in a tranquil corner of paradise, with all rooms offering a marvelous view on the Valley of the Temples, or the surrounding countryside. Perhaps even have dinner on the veranda of the on-site restaurant, looking out at the romantic evening lighting on the valley's temples. Welcome to Sicily.

Sicily Signature  Tours 2019 - 2020 -  Segesta Temple Ruins
Segesta Temple Ruins
Sicily Signature  Tours 2019 - 2020 -  Agrigento
Agrigento

Day 3: Agrigento

Meet your private guide and driver and embark on a half-day tour to the UNESCO World Heritage Site known as Valley of the Temples. Despite it's name suggesting a low-lying position, the archaeological site (the largest in the world) actually finds itself on a ridge south of Agrigento. It's one of the most visited places on the island, as it offers one the most obvious testimony to the presence of ancient Greeks in southern Italy, with temples dating back to the 5th century BC. The main temples that you'll visit are: the Temple of Juno, the Temple of Concordia, the Temple of Zeus and the Temple of the Dioscuri. Then, you'll visit the Kolymbetra Garden, originally an artificial lake set between sandstone cliffs in a river valley. Now, citrus trees blossom, pomegranates grow wild and large. Wild olives grow as emerald as the surrounding leaves. The lake is now a pool that stands at the heart of the garden as a reminder of the lush past and fertile future of the area.

Accommodation: Baglio della Luna
Sicily Signature  Tours 2019 - 2020 -  Valley of the Temples
Valley of the Temples

Day 4: Agrigento - Taormina

Meet your private driver and vehicle as you transfer from Agrigento to Taormina today. En route, you'll get to visit the impressive 4th century Villa Romana del Casale ruins, a UNESCO World Heritage Site. Meeting up with your private local guide at Villa Romana del Casale, you'll get to discover this incredible ancient palace, most notable for its extraordinary collection of Roman mosaics, one of the most impressive in the world. Scenes include children at play, and big game hunts showing some of the exotic African animals brought to Rome for gladiatorial games. Afterward, head to the hilltop town of Enna, accompanied by your local guide. This town offers plenty of ancient Greek and cultural attractions. Among the most dominant structures in Enna, the 14th century baroque Cathedral takes a central position, featuring elaborate architectural and artistic adornments which were carried out at different times over the centuries. Continue to Taormina where you'll end your day.

Accommodation: Grand Hotel Miramare

Grand Hotel Miramare Taormina is located a quarter of a mile from the town center and just a short walk away from the funicular and the Greek theater. The hotel is set within an exclusive park and offers breathtaking views of the Messina Straight and Calabria. The antique charm of a residence out of another era has been maintained both within the style of the villa and the furnishing of the rooms, while at the same time adding all the comforts required for an elegant and relaxing vacation. Dine at the hotel’s restaurant, whose dining room offers panoramic views over the Messina strait, making it the ideal place to enjoy delicious Sicilian cuisine. Guests will find themselves in a pure state of relaxation in this Italian oasis. 

Sicily Signature  Tours 2019 - 2020 -  Ancient Roman Mosaics
Ancient Roman Mosaics
Sicily Signature  Tours 2019 - 2020 -  Taormina
Taormina

Day 5: Taormina

Depart your hotel on foot alongside your private guide, embarking on a half-day walking tour of the historic city center of Taormina. Stroll through elegant squares and narrow alleyways, admiring quaint cafes, stunning fountains, and spotting the 13th century Duomo, a lovely stone-built cathedral. Catch views of sites like the 2,000-year-old Roman Odeon, a place for small and intimate performances for the Roman elite, and the 10th century Corvaja Palace, detailed with Arabic influence. Most impressive of all, you'll visit the ruins of the 3rd century BC Teatro Antico, an ancient Greco-Roman amphitheater for which Taormina is famous. The structure still retains large portions of the original walls behind stage area, very rarely preserved so wonderfully in ancient amphitheater remains such as these. Conclude your tour back at your hotel.

Accommodation: Grand Hotel Miramare
Sicily Signature  Tours 2019 - 2020 -  Teatro Antico
Teatro Antico

Day 6: Taormina

Meet your private driver-guide this morning, setting out to explore Mount Etna, the largest active volcano in Europe, where you can admire a unique combination of nature with the uncontrollable essence of fire. Your guided walk options of Etna will vary depending on weather and safety conditions, and may include an exploration to the Silvestri Craters at the Sapienza chalet, as well as some of the quaint and beautiful towns on the volcano. Enjoy gorgeous sweeping views, including those over the coast of Eastern Sicily. If you wish, you can even choose to ascend Etna by cable-car for a view of the 2001-02 crater (weather dependent, payable on the spot). Afterward, you'll visit the Barone di Villagrande, a small and elegant wine resort nestled among forests and historic vineyards, home to international wine tourists looking to discover the proverbial hospitality and cuisine of Sicily. A delightful Sicilian lunch will be provided for you in the winery before returning to Taormina in the afternoon.

Accommodation: Grand Hotel Miramare
Sicily Signature  Tours 2019 - 2020 -  Silvestri Craters
Silvestri Craters

Day 7: Taormina

Meet your private driver and vehicle for a transfer to Catania Airport. Approximate travel time is 45 minutes.

Accommodation: Depart (Int`l Airport) (standard)

Depart from International Airport. End of itinerary.

We can customize this private tour just for you. Any element can be tailored – activities, length, hotels and destinations.
Call us at 1 888 903-2001 or request a quote.

Trip Terms & Conditions

  • Your deposit is due immediately on booking (30% of program price, minimum $350). The balance is due 90 days prior to departure.
  • Cancellations of confirmed bookings 90 days or more prior to departure will receive full refund minus a $350 (per person) administrative fee and any non-refundable paid fees (e.g. non-refundable airfare, cruise or hotel deposits). 60-89 days will be subject to loss of 30% of program price. 30-59 days will be subject to loss of 50% of program price. 29 days or less will be subject to loss of 100% of program price.
  • Tour quotes do not include airfare to/from the trip start point unless noted on the itinerary
  • Cost increases in currency exchange, government fees, taxes, surcharges or hotel/lodge tariff increases between quote date and start date are payable by the client.
  • Availability cannot be guaranteed until booked. We will exercise best efforts to book hotels per the itinerary, however, in busy seasons and with client bookings made within 90 days of tour date we may be forced to offer substitutes.
  • Payment of the program price constitutes your acceptance of the terms and conditions set out at www.kensingtontours.com/terms-and-conditions
  • Living Standards and practices at destination may differ from those in North America with respect to provisions of utilities, services and accommodation.

Grand Hotel Piazza Borsa : Palermo

Once a convent and church, the Grand Hotel Piazza Borsa is located in the heart of Palermo, Sicily. The middle of the hotel features the Old Cloister, a sitting area with a fountain as its focus, where guests can enjoy the lovely atmosphere. Each guest room has its own separate design and personality, but all aim to provide maximum comfort, from the most exclusive suite to the snuggest single room. Two bars and a restaurant provide guests with delicious food and drinks and the wellness & fitness center keeps guests moving, while relaxed in the at relaxed at the same time.

Sicily Signature  Tours 2019 - 2020 -  Grand Hotel Piazza Borsa
Grand Hotel Piazza Borsa

Baglio della Luna : Agrigento

Baglio della Luna is a boutique hotel overlooking the ancient Valley of the Temples, located just a few minutes from the city center of Agrigento. A mix of classic Sicilian style and modern amenities grace the 23 rooms and suites housed within this restored 13th century building, anchored to an ancient watchtower. Relax in a tranquil corner of paradise, with all rooms offering a marvelous view on the Valley of the Temples, or the surrounding countryside. Perhaps even have dinner on the veranda of the on-site restaurant, looking out at the romantic evening lighting on the valley's temples. Welcome to Sicily.

Sicily Signature  Tours 2019 - 2020 -  Baglio della Luna
Baglio della Luna

Grand Hotel Miramare : Taormina

Grand Hotel Miramare Taormina is located a quarter of a mile from the town center and just a short walk away from the funicular and the Greek theater. The hotel is set within an exclusive park and offers breathtaking views of the Messina Straight and Calabria. The antique charm of a residence out of another era has been maintained both within the style of the villa and the furnishing of the rooms, while at the same time adding all the comforts required for an elegant and relaxing vacation. Dine at the hotel’s restaurant, whose dining room offers panoramic views over the Messina strait, making it the ideal place to enjoy delicious Sicilian cuisine. Guests will find themselves in a pure state of relaxation in this Italian oasis. 

Sicily Signature  Tours 2019 - 2020 -  Grand Hotel Miramare
Grand Hotel Miramare
Sicily Signature  Tours 2019 - 2020 -  Lounge
Lounge

Depart (Int`l Airport) (standard): Global Location

Depart from International Airport. End of itinerary.

We can customize this private tour just for you. Any element can be tailored – activities, length, hotels and destinations.
Call us at 1 888 903-2001 or request a quote.
We can customize this private tour just for you. Any element can be tailored – activities, length, hotels and destinations.
Call us at 1 888 903-2001 or request a quote.
  • John H. — December 27, 2018 — Europe

    Outstanding tour. The guides were all great. Everything was top notch.

  • Anthony D. — October 24, 2018 — Europe

    We loved it all!

  • Bianca M. — December 26, 2018 — Europe

    The tour guides were exceptional - especially Michael, the guide for Versailles!

  • Howard K. — September 11, 2018 — Europe

    Edita Kara was outstanding! She was patient through all our changes, accommodating us and providing her professional experience at all times. The hotels as well as the tours were exceptional. We were very pleased with the Kensington package and would use them - and Edita as well - in a heartbeat.

  • Carol W. — October 09, 2018 — Europe

    Every part of the trip was perfectly planned and orchestrated. The drivers and tour guides were wonderful and so informed regarding the sites that we saw. Fabulous trip.

  • Donna Z. — October 19, 2018 — Europe

    The trips into Tuscany were lovely, the cars were clean and the drivers were accommodating. Everything went smoothly and the cooking class in Florence was so much fun. I am looking forward to my next adventure with Kensington.

  • Indira M. — November 24, 2018 — Europe

    Chantal Gouveia has done an excellent job in booking our trip. Chantal was on the top of the local contacts and made our trip as smooth as possible. Local contacts and guides were very knowledgeable and courteous.

  • Susan C. — October 11, 2018 — Europe

    Working with Danny Shanahan was a real pleasure. He was lovely, very professional and knowledgeable. Our trip was just so enjoyable and stress free. The hotels were perfect, the restaurants booked by Kensington were authentic and food was excellent. The flamenco show was so much fun and the venue was relaxing and intimate. Our guides were prompt, smart and passionate about their country. A really wonderful group of individuals. It was very reassuring to know we always had a person on the ground to call if necessary. This was an A-plus trip and we will always have wonderful memories of a beautiful country and it’s warm and welcoming citizens.

  • Marsha H. — August 29, 2018 — Europe

    Kensington gave us exactly the vacation we asked for and more. The hotels were the BEST - centrally located with all the amenities, complimentary breakfast and accommodating staff. The guides were prompt, knowledgeable and willing to bend with our requests. The Welcome Packages held everything we needed for each country.

  • James J. — October 17, 2018 — Europe

    We are very satisfied with the overall tour experience. The tours were very well organized and the guides were extremely knowledgeable, friendly and enthusiastic.

We can customize this private tour just for you. Any element can be tailored – activities, length, hotels and destinations.
Call us at 1 888 903-2001 or request a quote.

* USD per person, double occupancy. Custom designed personal tour. Prices subject to change.

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